74 Windsor Dr
Edgartown, MA 02539
- 3 Beds
- 3 Baths
- 1,586 sqft (on 0.53 acres)
3 Beds
3 Baths
1,586 sqft
(on 0.53 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1994
Lot Size
0.53 acres
Living Area
1,586 sqft
Price/Sqft
$885
About this House
This single-family home is located at 74 Windsor Dr, Edgartown, MA. 74 Windsor Dr is in Edgartown, MA and in ZIP code 02539. This property has 3 bedrooms, 3 bathrooms and approximately 1,586 sqft of floor space. This property has a lot size of 0.53 acres and was built in 1994.
74 Windsor Dr, Edgartown, MA 02539 is a 3 bedroom, 3 bathroom, 1,586 sqft single-family home built in 1994. It last sold for $659,000 on Jun 3, 2016. It is currently off market. The Trulia Estimate is $1,403,500, with a rent estimate of $5,189/month.
Home Details for 74 Windsor Dr
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Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 1Floors: Tile, Hardwood |
Interior Details Number of Rooms: 6 |
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Exterior Home Features Roof: AsphaltExterior: Wood |
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Year Built Year Built: 1994 |
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod |
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Units in Building: 1 |
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Lot Area: 0.53 acres |
Price History for 74 Windsor Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 08/20/2018 | $659,000 | ListingRemoved | Agent Provided |
| 03/07/2017 | $659,000 | Pending | Agent Provided |
| 03/07/2017 | $659,000 | Listed For Sale | Agent Provided |
| 06/03/2016 | $659,000 | Sold | LINK #29688 |
| 02/22/2016 | $659,000 | Listed For Sale | Agent Provided |
Market trends in Edgartown
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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Available listings
64
1MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $2,950 |
| Assessment | $1,113,300 |
Home facts updated by county records
Comparable Sales for 74 Windsor Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.19 | Single-Family Home | $1,125,000 | 05/07/26 | 3 | 2 | 1,410 | |
0.11 | Single-Family Home | $1,575,000 | 11/24/25 | 4 | 2 | 1,666 | |
0.27 | Single-Family Home | $1,450,000 | 08/26/25 | 3 | 2 | 2,311 | |
0.21 | Single-Family Home | $1,890,000 | 08/29/25 | 4 | 3 | 3,270 | |
0.53 | Single-Family Home | $1,320,000 | 08/29/25 | 3 | 2 | 1,450 | |
0.50 | Single-Family Home | $1,150,000 | 05/08/26 | 3 | 2 | 1,294 | |
0.48 | Single-Family Home | $1,550,000 | 04/09/26 | 4 | 2.5 | 2,291 | |
0.56 | Single-Family Home | $1,500,000 | 03/30/26 | 4 | 3 | 1,975 | |
0.81 | Single-Family Home | $965,000 | 09/04/25 | 3 | 2 | 1,512 | |
0.74 | Single-Family Home | $1,350,000 | 11/20/25 | 3 | 2 | 1,965 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 74 Windsor Dr.
What Locals Say about Edgartown
At least 17 Trulia users voted on each feature.
89 % Say they plan to stay for at least 5 years
85 % Say people would walk alone at night
81 % Say it's dog friendly
76 % Say yards are well-kept
75 % Say car is needed
70 % Say it's quiet
68 % Say there's wildlife
67 % Say kids play outside
60 % Say it's walkable to restaurants
59 % Say neighbors are friendly
56 % Say there's holiday spirit
52 % Say it's walkable to grocery stores
52 % Say parking is easy
46 % Say there are sidewalks
46 % Say streets are well-lit
36 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
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Apartments for Rent
Homes for sale near 74 Windsor Dr
Off Market Homes Near 74 Windsor Dr
Frequently asked questions about 74 Windsor Dr
- What is 74 Windsor Dr estimated to be worth?Trulia's estimated value for 74 Windsor Dr in Edgartown, MA is $1,403,500.
- What is the price history for 74 Windsor Dr?74 Windsor Dr in Edgartown, MA last sold for $659,000 in June 2016.
- Is Edgartown a buyer's or seller's market?Edgartown is currently a seller's market, based on recent for-sale activity.
- What do residents say about Edgartown?Residents describe Edgartown, MA as established, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Edgartown, MA.
- Does 74 Windsor Dr have air conditioning?Yes, 74 Windsor Dr in Edgartown, MA has air conditioning.
- How big is the lot at 74 Windsor Dr?The lot at 74 Windsor Dr in Edgartown, MA is about 0.53 acres (23,086 sq ft).

